House Sitting in Bradley Estates, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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1.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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2.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$75
per night

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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3.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

Maggie was a dream to work with! She had a big task...to watch our 3 dogs over our wedding weekend and she did a fantastic job. The boys all seemed to love her, she left our home clean when she left and we're so thankful for all her hard work. Each dog has their challenges /unique qualities and she was able to take care of them all and gave lots of updates. We can't thank her enough!

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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4.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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5.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$28
per night

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

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Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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6.

Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
18 reviews
6 repeat clients
from
$40
per night

We felt so comfortable leaving our very pampered pup with Lily!! She is so kind and accommodating!! Will definitely be using her again. Thank you, Lily

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Sitter Profile Image: Caroline W.
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Sitter Profile Image: Caroline W.
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7.

Caroline W.

Experienced & Knowledgeable
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
1 review
2 repeat clients
from
$25
per night

Caroline is a great caregiver to my pets. She has cat sit for me multiple times and has been nothing but a delight. She also has taken care of my little hedgehog. She is respectful, polite, and timely. I have recommended her to my neighbors multiple times to walk their dogs and have never heard any complaints!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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8.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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9.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits
1 review
from
$28
per night

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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10.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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Sitter Profile Image: Skyler S.
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Sitter Profile Image: Skyler S.
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11.

Skyler S.

You got it I can walk it
Cedarburg, WI, 53012
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
11 repeat clients
from
$35
per night

When it comes to Skyler she goes above and beyond for animals. She is always trying to give them the time of their life. And is very passionate about animals.

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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12.

Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
5 repeat clients
from
$28
per night

Liz treated my dogs like her own and I would gladly trust her to watch over them any time! Strongly recommend!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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13.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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14.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Jessica was so wonderful with our husky. She provided excellent care, great communication, and lots of updates. We felt very relaxed knowing our dog was in such good hands!

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Sitter Profile Image: Abigail B.
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Sitter Profile Image: Abigail B.
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15.

Abigail B.

Your pets are in good paws with me
Muskego, WI, 53150
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$35
per night

Abby is great with dogs she feeds takes them out side take them on walks plays with them pays a lot of attention to them

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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16.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits
5.0
20 reviews
7 repeat clients
from
$50
per night

Felicity was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

Sitter Profile Image: Isabel & Nicholas B.
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Sitter Profile Image: Isabel & Nicholas B.
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17.

Isabel & Nicholas B.

Active and loving dog family!
Northpoint, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
per night

Isabel is an amazing pet sitter! We have 5 animals and there have been many times where Isabel has watched them while we have been away. She has such a kind heart for our cats and dogs and you can tell she really enjoys spending time with them. There is no one else I would trust to watch out animals. She is fabulous and so responsible!

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Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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18.

Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
Boarding, House Sitting
5.0
110 reviews
53 repeat clients
from
$75
per night

Sam did a wonderful job caring for my dog and kitty while we were on vacation for 5 days. She was super flexible and accommodating of our pets needs and sent a daily update and cute pictures. I would definitely recommend her!

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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19.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Tabby has worked with my family for years, and is THE most responsible person I have ever known regardless of her age. Tabby is hardworking and smart, but more importantly she is extremely trustworthy and reliable. She is the ultimate find when it comes to entrusting someone to care for your home and pets. None of this is exaggerated or hyperbole. Hire Tabby and you will see.

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Sitter Profile Image: Sashanel A.
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Sitter Profile Image: Sashanel A.
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20.

Sashanel A.

Taking care of business:)
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$30
per night

Sasha was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a week. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Sasha again.

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When it comes to house sitting, dog owners in Bradley Estates, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Bradley Estates may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Bradley Estates house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Bradley Estates, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Bradley Estates house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Bradley Estates, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

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